EP2454941A1 - Composition antimicrobienne synergique comprenant de 1,2-benzisothiazolin-3-one et de tris(hydroxyméthyl)nitrométhane - Google Patents
Composition antimicrobienne synergique comprenant de 1,2-benzisothiazolin-3-one et de tris(hydroxyméthyl)nitrométhane Download PDFInfo
- Publication number
- EP2454941A1 EP2454941A1 EP11184467A EP11184467A EP2454941A1 EP 2454941 A1 EP2454941 A1 EP 2454941A1 EP 11184467 A EP11184467 A EP 11184467A EP 11184467 A EP11184467 A EP 11184467A EP 2454941 A1 EP2454941 A1 EP 2454941A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- tris
- benzisothiazolin
- nitromethane
- hydroxymethyl
- bit
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 title claims abstract description 31
- OLQJQHSAWMFDJE-UHFFFAOYSA-N 2-(hydroxymethyl)-2-nitropropane-1,3-diol Chemical compound OCC(CO)(CO)[N+]([O-])=O OLQJQHSAWMFDJE-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 239000000203 mixture Substances 0.000 title claims abstract description 18
- 230000000845 anti-microbial effect Effects 0.000 title claims abstract description 16
- 230000002195 synergetic effect Effects 0.000 title claims abstract description 8
- 238000000034 method Methods 0.000 claims description 7
- 230000000813 microbial effect Effects 0.000 claims description 4
- 241001148470 aerobic bacillus Species 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- 241001148471 unidentified anaerobic bacterium Species 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims 4
- 230000003115 biocidal effect Effects 0.000 description 18
- 239000003139 biocide Substances 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 10
- 244000005700 microbiome Species 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 8
- 230000001580 bacterial effect Effects 0.000 description 7
- 239000007789 gas Substances 0.000 description 6
- 239000012530 fluid Substances 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- -1 bacteristats Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003619 algicide Substances 0.000 description 1
- 230000008485 antagonism Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000008235 industrial water Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 239000011499 joint compound Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
- A01N33/20—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/34—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-halogen bonds; Phosphonium salts
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
Definitions
- This invention relates to combinations of biocides, the combinations having greater activity than would be observed for the individual antimicrobial compounds.
- combinations of at least two antimicrobial compounds can broaden potential markets, reduce use concentrations and costs, and reduce waste.
- commercial antimicrobial compounds cannot provide effective control of microorganisms, even at high use concentrations, due to weak activity against certain types of microorganisms, or relatively slow antimicrobial action, or instability under certain conditions such as high temperature and high pH.
- Combinations of different antimicrobial compounds are sometimes used to provide overall control of microorganisms or to provide the same level of microbial control at lower use rates in a particular end use environment.
- 6,432,433 discloses combinations of 1,2-benzisothiazolin-3-one (BIT) and a formaldehyde adduct, but this reference does not suggest any of the combinations claimed herein. Moreover, there is a need for additional combinations of antimicrobial compounds having enhanced activity to provide effective control of microorganisms. The problem addressed by this invention is to provide such combinations of antimicrobial compounds.
- the present invention is directed to a synergistic antimicrobial composition
- a synergistic antimicrobial composition comprising: (a) 1,2-benzisothiazolin-3-one; and (b) tris(hydroxymethyl)nitromethane (Tris Nitro); wherein a weight ratio of 1,2-benzisothiazolin-3-one to tris(hydroxymethyl)nitromethane is from 12:1 1 to 1:12.
- antimicrobial compound refers to a compound capable of inhibiting the growth or propagation of microorganisms, and/or killing microorganisms; antimicrobial compounds include bactericides, bacteristats, fungicides, fungistats, algaecides and algistats, depending on the dose level applied, system conditions and the level of microbial control desired.
- microorganism includes, for example, fungi (such as yeast and mold), bacteria and algae.
- Percentages of antimicrobial compounds in the composition of this invention are based on the total weight of active ingredients in the composition, i.e., the antimicrobial compounds themselves, exclusive of any amounts of solvents, carriers, dispersants, stabilizers or other materials which may be present. Other biocides may be present in the antimicrobial composition.
- a weight ratio of BIT to Tris Nitro is from 10:1 1 to 1:12, preferably from 10:1 to 1:10, preferably from 9:1 to 1:12, preferably from 9:1 to 1:10, preferably from 9:1 to 1:9, preferably from 9:1 to 1:8.2.
- the composition is used to prevent growth of anaerobic bacteria, at a weight ratio of the BIT to Tris Nitro from 12:1 to 1:7; preferably from 12:1 to 1:6; preferably from 12:1 to 1:5; preferably from 10:1 to 1:4; preferably from 10:1 to 1:3; preferably from 10:1 to 1:5; preferably from 9:1 to 1:5; preferably from 9:1 to 1:4; preferably from 9:1 to 1:3.
- the composition is used to prevent growth of aerobic bacteria, at a weight ratio of the BIT to Tris Nitro from 1:2 to 1:12; preferably from 1:2 to 1:10; preferably from 1:2 to 1:9; preferably from 1:2 to 1:8.5; preferably from 1:2.5 to 1:10; preferably from 1:2.5 to 1:9; preferably from 1:2.5 to 1:8.5; preferably from 1:2.5 to 1:8.2; preferably from 1:2.9 to 1:8.2.
- the antimicrobial combination of this invention is useful in oil and gas field injection, produced fluids, fracturing fluids and functional fluids, oil and gas wells, oil and gas operation, separation, storage, and transportation systems, oil and gas pipelines, oil and gas vessels, and fuel.
- the combination is especially useful in aqueous fluids added to or produced by oil and gas well.
- the composition also is useful for controlling microorganisms in other industrial water and water containing/contaminated matrixes, such as cooling water, air washer, heat exchangers, boiler water, pulp and paper mill water, other industrial process water, ballast water, wastewater, metalworking fluids, latex, paint, coatings, adhesives, inks, tape joint compounds, pigment, water-based slurries, personal care and household products such as detergent, filtration systems (including reverse osmosis and ultrafiltration systems), toilet bowel, textiles, leather and leather production system, or a system used therewith.
- other industrial water and water containing/contaminated matrixes such as cooling water, air washer, heat exchangers, boiler water, pulp and paper mill water, other industrial process water, ballast water, wastewater, metalworking fluids, latex, paint, coatings, adhesives, inks, tape joint compounds, pigment, water-based slurries, personal care and household products such as detergent, filtration systems (including reverse osmosis and ultrafiltration systems), toilet bowel, textiles,
- the amount of the biocide combinations of the present invention to control the growth of microorganisms is from 10 ppm to 5,000 ppm active ingredient.
- the active ingredients of the composition are present in an amount of at least 20 ppm, preferably at least 50 ppm, preferably at least 100 ppm, preferably at least 150 ppm, preferably at least 200 ppm.
- the active ingredients of the composition are present in an amount of no more than 2,000 ppm, preferably no more than 1,000 ppm, preferably no more than 500 ppm, preferably no more than 400 ppm, preferably no more than 300 ppm, preferably no more than 250 ppm, preferably no more than 200 ppm, preferably no more than 100 ppm, preferably no more than 50 ppm.
- Concentrations mentioned above are in a liquid composition containing the biocide combinations. Biocide concentrations in a high-sulfide and high-temperature environment typically will be higher than in other environments.
- the present invention also encompasses a method for reducing, or inhibiting, or preventing microbial growth in the use areas described above, especially in oil or natural gas production operations, by incorporating the claimed biocide combination into the materials.
- a deaerated sterile salt solution (3.1183 g of NaCl, 1.3082 mg of NaHCO 3 , 47.70 mg of KCl, 72.00 mg of CaCl 2 , 54.49 mg of MgSO 4 , 172.28 mg of Na 2 SO 4 , 43.92 mg of Na 2 CO 3 in 1 L water) was contaminated with an oil field isolated anaerobic consortium, mainly SRB, at final bacterial concentrations of 10 6 to10 7 CFU/mL. The aliquots of this contaminated water were then treated with BIT, Tris Nitro, or the BIT/Tris Nitro combinations at different active concentration levels.
- Biocidal efficacy of BIT, Tris Nitro, BIT/Tris Nitro combination, and Synergy Index Ratio of BIT to Tris Nitro (active w/w) MBC (active ppm) Synergy Index* BIT Tris Nitro 1:0 17.3 0.0 9:1 14.8 1.6 ⁇ 0.87 3:1 13.9 4.6 ⁇ 0.85 1:1 11.8 11.8 ⁇ 0.80 1:3 8.1 24.2 ⁇ 0.71 1:9 >8.1 >73 NA 0:1 0.0 >100 * Synergy Index Ca /CA + Cb/CB Ca: Concentration of biocide A required to achieve a complete bacterial kill when used in combination with biocide B CA: Concentration of biocide A required to achieve a complete bacterial kill when used alone Cb: Concentration of biocide B required to achieve a complete bacterial kill when used in combination with biocide A CB: Concentration of biocide B required to achieve a complete bacterial kill when used alone Synergy Index ⁇ 1 : synerg
- BIT in combination with Tris Nitro had a synergistic effect at an active weight ratio of BIT to Tris Nitro at least from 9:1 to 1:3.
- BIT in combination with Tris Nitro had a strong synergistic effect at an active weight ratio of BIT to Tris Nitro at least from 1:2.9 to 1:8.2 and much lower dosages were needed for good aerobic bacterial control when used in combination than used separately.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41502910P | 2010-11-18 | 2010-11-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2454941A1 true EP2454941A1 (fr) | 2012-05-23 |
Family
ID=44799750
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP11184467A Withdrawn EP2454941A1 (fr) | 2010-11-18 | 2011-10-10 | Composition antimicrobienne synergique comprenant de 1,2-benzisothiazolin-3-one et de tris(hydroxyméthyl)nitrométhane |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US8680128B2 (fr) |
| EP (1) | EP2454941A1 (fr) |
| JP (1) | JP5520272B2 (fr) |
| CN (1) | CN102524268B (fr) |
| AR (1) | AR083796A1 (fr) |
| AU (1) | AU2011236013B2 (fr) |
| BR (1) | BRPI1105311B1 (fr) |
| RU (1) | RU2604150C2 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016018718A1 (fr) * | 2014-07-30 | 2016-02-04 | Dow Chemical Imea Gmbh | Composition antimicrobienne synergique |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108938611A (zh) * | 2017-05-17 | 2018-12-07 | 邹小中 | 新的人和动物用抗生素三（羟甲基）硝基甲烷和三羟甲基氨基甲烷及其盐类 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH11130604A (ja) * | 1997-10-31 | 1999-05-18 | Katayama Chem Works Co Ltd | 工業的殺菌方法 |
| EP1161867A1 (fr) * | 2000-06-05 | 2001-12-12 | Creanova, Inc. | Composition biocide liquide contenant un composé d'addition de formaldéhyde et une isothiazolone |
| WO2009158577A2 (fr) * | 2008-06-27 | 2009-12-30 | Dow Global Technologies Inc. | Compositions biocides |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA904355A (en) * | 1972-07-04 | S. Vierk Harold | Production of tris(hydroxymethyl) nitromethane | |
| JPS6021564B2 (ja) * | 1979-07-25 | 1985-05-28 | クミアイ化学工業株式会社 | 防菌防藻剤 |
| JPS5812243B2 (ja) * | 1980-10-24 | 1983-03-07 | クミアイ化学工業株式会社 | 安定な防菌防藻液剤 |
| US4666616A (en) * | 1985-04-30 | 1987-05-19 | Board Of Governers Of Wayne State University | Synergistic antimicrobial or biocidal mixtures |
| US6417211B1 (en) * | 1999-08-30 | 2002-07-09 | Rohm And Haas Company | Isothiazolone concentrates |
| US7468384B2 (en) | 2004-11-16 | 2008-12-23 | Rohm And Haas Company | Microbicidal composition |
| DE102006010941A1 (de) * | 2006-03-09 | 2007-09-13 | Clariant International Limited | Biozide Zusammensetzungen |
| US20080004189A1 (en) | 2006-06-29 | 2008-01-03 | Weatherford/Lamb, Inc. | Effervescent biocide compositions for oilfield applications |
| JP5159072B2 (ja) * | 2006-09-04 | 2013-03-06 | オルガノ株式会社 | 水処理剤 |
| CA2707743C (fr) * | 2007-06-21 | 2013-12-31 | Rohm And Haas Company | Composition microbicide comportant de la n-methyl-1,2-benzisothiazolin-3-one et au moins de la 2-n-octyl-4-isothiazolin-3-one ou un melange de chloro-2-methyl-4-isothiazolin-3-one et de 2-methyl-4-isothiazolin-3-one |
| WO2009039004A1 (fr) * | 2007-09-20 | 2009-03-26 | Dow Global Technologies Inc. | Procédé de test à haut débit pour l'évaluation de biocides contre des microorganismes anaérobies |
-
2011
- 2011-10-07 JP JP2011222431A patent/JP5520272B2/ja active Active
- 2011-10-10 EP EP11184467A patent/EP2454941A1/fr not_active Withdrawn
- 2011-10-13 AU AU2011236013A patent/AU2011236013B2/en not_active Ceased
- 2011-11-03 BR BRPI1105311-9A patent/BRPI1105311B1/pt active IP Right Grant
- 2011-11-08 US US13/291,524 patent/US8680128B2/en active Active
- 2011-11-08 AR ARP110104164A patent/AR083796A1/es active IP Right Grant
- 2011-11-17 RU RU2011146631/15A patent/RU2604150C2/ru not_active IP Right Cessation
- 2011-11-17 CN CN201110386399.8A patent/CN102524268B/zh not_active Expired - Fee Related
-
2013
- 2013-12-12 US US14/104,467 patent/US8722713B2/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH11130604A (ja) * | 1997-10-31 | 1999-05-18 | Katayama Chem Works Co Ltd | 工業的殺菌方法 |
| EP1161867A1 (fr) * | 2000-06-05 | 2001-12-12 | Creanova, Inc. | Composition biocide liquide contenant un composé d'addition de formaldéhyde et une isothiazolone |
| US6432433B1 (en) | 2000-06-05 | 2002-08-13 | Isp Investments Inc. | Liquid biocidal composition of a formaldehyde adduct and an isothiazolone and method of use |
| WO2009158577A2 (fr) * | 2008-06-27 | 2009-12-30 | Dow Global Technologies Inc. | Compositions biocides |
Non-Patent Citations (5)
| Title |
|---|
| "Product Information: BIOBAN(TM) ULTRA BIT 20 LE Antimicrobial (Brand of 1,2-benzisothiazolin-3-one)", 1 March 2009 (2009-03-01), U.S.A., pages 1 - 4, XP055019282, Retrieved from the Internet <URL:http://www.dow.com/ucon/stle2011/pdfs/microbial_lit/BIOBAN_ULTRA_BIT_20_LE_Antimicrobial.pdf> [retrieved on 20120214] * |
| "Product Information: TRIS NITRO (Brand of TRIS(HYDROXYMETHYL)NITROMETHANE)", 10 October 2002 (2002-10-10), U.S.A., pages 1 - 9, XP055019278, Retrieved from the Internet <URL:http://www.dow.com/PublishedLiterature/dh_003a/0901b8038003aea2.pdf?filepath=biocides/pdfs/..> [retrieved on 20120214] * |
| "R.E.D. FACTS Dowicil CTAC", 1 April 1995 (1995-04-01), pages 1 - 5, XP055032905, Retrieved from the Internet <URL:http://www.epa.gov/oppsrrd1/REDs/factsheets/3069fact.pdf> [retrieved on 20120717] * |
| ANTON C DE GROOT ET AL: "Formaldehyde-releasers: relationship to formaldehyde contact allergy. Contact allergy to formaldehyde and inventory of formaldehyde-releasers", CONTACT DERMATITIS, MUNKSGAARD, DK, vol. 61, 1 January 2009 (2009-01-01), pages 63 - 85, XP007914698, ISSN: 0105-1873 * |
| DATABASE WPI Week 199930, Derwent World Patents Index; AN 1999-352728, XP002669481 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016018718A1 (fr) * | 2014-07-30 | 2016-02-04 | Dow Chemical Imea Gmbh | Composition antimicrobienne synergique |
| CN106659154A (zh) * | 2014-07-30 | 2017-05-10 | 陶氏化学Imea公司 | 协同抗微生物组合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20120129899A1 (en) | 2012-05-24 |
| JP2012106990A (ja) | 2012-06-07 |
| AR083796A1 (es) | 2013-03-20 |
| US8722713B2 (en) | 2014-05-13 |
| AU2011236013A1 (en) | 2012-06-07 |
| RU2604150C2 (ru) | 2016-12-10 |
| JP5520272B2 (ja) | 2014-06-11 |
| US20140100253A1 (en) | 2014-04-10 |
| CN102524268A (zh) | 2012-07-04 |
| CN102524268B (zh) | 2014-06-11 |
| BRPI1105311A2 (pt) | 2013-03-19 |
| BRPI1105311B1 (pt) | 2018-06-05 |
| AU2011236013B2 (en) | 2013-09-26 |
| US8680128B2 (en) | 2014-03-25 |
| RU2011146631A (ru) | 2013-05-27 |
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